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Compound Detail

CHEMBL3221179

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CC1(C)OC[C@H](CC(CS(=O)(=O)c2ccc(Oc3ccc(OC(F)(F)F)cc3)cc2)N(O)C=O)O1

Basic Information

ChEMBL ID CHEMBL3221179
Phase Preclinical
Structure Type MOL
InChI Key GPQULZGUYNODGJ-FUBQLUNQSA-N
2
Targets
2
Activities
1
Assay Types
2
PK Parameters
4
Publications
0
Known Names

Molecular Properties

519.5
MW (Da)
3.91
ALogP
8
HBA
1
HBD
111.6
PSA (Ų)
0.29
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H24F3NO8S
MW 519.49
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness -0.46

Activity Summary

IC50 2 meas. best 8.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
72 kDa type IV collagenase
CHEMBL333
IC50 8.82 8.82 1.5 1
Matrix metalloproteinase-9
CHEMBL321
IC50 8.26 8.26 5.5 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1038.98 ng.hr.mL-1 Macaca fascicularis
t1/2 - - Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
72 kDa type IV collagenase IC50 = 1.5 nM 8.82 Inhibition of MMP-2 (unknown origin) -
Matrix metalloproteinase-9 IC50 = 5.5 nM 8.26 Inhibition of MMP-9 (unknown origin) -

Literature References

PubMed DOI Target Context # Activities
- 10.1039/C2MD20199B Cynomolgus monkey 2
- 10.1039/C2MD20199B Interstitial collagenase 1
- 10.1039/C2MD20199B 72 kDa type IV collagenase 1
- 10.1039/C2MD20199B Matrix metalloproteinase-9 1

Data from ChEMBL 36 via Core Engine